(5S)-6-phenyl-5-[(tert-butyloxycarbonyl)amino]-4-oxo-hexanoyl-L-tryptophan methyl ester

Base Information

Chemical Name:(5S)-6-phenyl-5-[(tert-butyloxycarbonyl)amino]-4-oxo-hexanoyl-L-tryptophan methyl ester
CAS No.:910316-86-8
Molecular Formula:C₂₉H₃₅N₃O₆
Molecular Weight:521.613
Hs Code.:

Synonyms:(5S)-6-phenyl-5-[(tert-butyloxycarbonyl)amino]-4-oxo-hexanoyl-L-tryptophan methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (5S)-6-phenyl-5-[(tert-butyloxycarbonyl)amino]-4-oxo-hexanoyl-L-tryptophan methyl ester

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Technology Process of (5S)-6-phenyl-5-[(tert-butyloxycarbonyl)amino]-4-oxo-hexanoyl-L-tryptophan methyl ester

There total 4 articles about (5S)-6-phenyl-5-[(tert-butyloxycarbonyl)amino]-4-oxo-hexanoyl-L-tryptophan methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

: 68709-76-2
5(S)-<(butyloxycarbonyl)amino>-6-phenyl-4-oxohexanoic acid

: 4299-70-1
L-tryptophan methyl ester

: 910316-86-8
(5S)-6-phenyl-5-[(tert-butyloxycarbonyl)amino]-4-oxo-hexanoyl-L-tryptophan methyl ester

Guidance literature:: With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 48h;
DOI:10.1016/j.bmcl.2006.06.003

Reference yield: 81.0%

: 910316-86-8
(5S)-6-phenyl-5-[(tert-butyloxycarbonyl)amino]-4-oxo-hexanoyl-L-tryptophan methyl ester

Guidance literature:

Reference yield:

: ethyl (E/Z)-(5S)-6-phenyl-5-[(tert-butyloxycarbonyl)amino]-4-oxo-2-hexenoate

: 910316-86-8
(5S)-6-phenyl-5-[(tert-butyloxycarbonyl)amino]-4-oxo-hexanoyl-L-tryptophan methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / H₂ / Pd/C / ethyl acetate / 2 h / 20 °C

2: 98 percent / aq. LiOH / tetrahydrofuran; methanol / 3 h / 20 °C

3: 81 percent / N-ethyl-N'-(dimethylaminopropyl)carbodiimide hydrochloride; 1-hydroxybenzotriazole hydrate; diisopropylethylamine / dimethylformamide; CH₂Cl₂ / 48 h / 20 °C

With lithium hydroxide; hydrogen; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2006.06.003